1,3-Cyclopentanedione → HCID 10271045, compound

Participants

Reaction Steps

The product from Example 45A (0.11 g, 1 mmol), 3-bromo-4-fluorobenzaldehyde (0.2 g, 1 mmol), and 1,3-cyclopentanedione (0.1 g, 1 mmol) in ethyl alcohol (2 mL) were heated at 80° C. for 2 days in a sealed tube. The reaction mixture was allowed to cool to ambient temperature and was evaporated under reduced pressure. The residue was chromatographed eluting with 19:0.5:0.5 ethylacetate:formic acid: water to provide the title compound (0.07 g). 1H NMR (300 MHz, DMSO-d6) δ 2.35 (t, 2H), 2.72 (m, 2H), 3.29 (s, 3H), 4.6 (s, 1H), 7.23 (d, 2H), 7.5 (d, 1H) 11.0 (s, 1H); MS (ESI) m/z 379 (M−H)−; Anal. Calcd for C16H12N3FBrO3: C, 50.68;H, 3.19; N, 7.39. Found: C, 50.34;H, 3.20; N, 7.34.

Provenance & Evidence